Synthesis method of oxazoline homopolymer with side chain containing hydroxyl functional group

Abstract

The invention discloses a synthesis method of an oxazoline homopolymer with a side chain containing a hydroxyl functional group. A controllable strategy is established to prepare the oxazoline homopolymer with a specific number of functional groups and containing the hydroxyl functional group. The oxazoline homopolymer with the side chain containing the hydroxyl functional group is synthesized in a dimethylacetamide solvent system by taking methyl trifluoromethanesulfonate as an initiator, the synthesis method is simple and has universality, and a target product is easier to obtain.

Description

Technical Field

[0001] The invention relates to a method for synthesizing an oxazoline homopolymer having a hydroxyl functional group in the side chain Background Art

[0002] Oxazoline polymers are polymer compounds formed by the polymerization of monomers containing oxazoline functional groups. The oxazoline structure is a five-membered heterocyclic ring containing a nitrogen atom and an oxygen atom. This special structure gives the polymer many unique properties. Oxazoline polymers are highly modifiable, have good solubility and excellent thermal stability, making them conducive to solution processing, able to be used in high temperature environments, and can be used to prepare high temperature resistant materials. In addition, oxazoline polymers also have good biocompatibility and can be used as drug carriers to load drugs, reduce the immune response of drugs in the body, and can control the drug release rate by adjusting the polymer structure; they can also be used to prepare tissue engineering scaffolds, provide cell adhesion surfaces, and promote cell growth and differentiation, showing strong application potential in the biomedical field. In addition to the medical field, oxazoline polymers also show broad application prospects in the fields of coatings and surface treatment, electronic materials, and plastic modification.

[0003] Methyl trifluoromethanesulfonate initiates the polymerization of oxazoline, has good initiation effect, fast initiation speed, is easy to achieve the desired molecular weight of the polymer, has few side reactions and a narrow molecular weight distribution. The structure of the obtained product is well controllable, and the molecular weight and molecular weight distribution of the polymer can be adjusted by controlling the monomer concentration, reaction temperature and initiator concentration. It has a large application space in the chemical industry, agriculture, pharmaceutical industry and analytical detection fields.

[0004] The dimethylacetamide solvent has good solubility for both oxazoline monomers and polymers, good thermal stability, strong chemical stability, and can provide a relatively stable reaction environment for polymerization. The invention is to dissolve a certain proportion of oxazoline with a hydroxyl group in a side chain in dry dimethylacetamide under the protection of an inert gas, add methyl trifluoromethanesulfonate as an initiator, and react under heating and closed conditions to obtain an oxazoline polymer with a hydroxyl group protected in the side chain, treat the product by a precipitation method, then add a deprotection agent for deprotection, and then treat by the precipitation method to obtain a target product. Summary of the invention

[0005] The object of the present invention is to provide a controllable strategy for synthesizing oxazoline homopolymers containing hydroxyl functional groups in the side chains.

[0006] The present invention takes the synthesis of oxazoline homopolymer containing phenol in the side chain as an example, and uses methyl trifluoromethanesulfonate as an initiator to synthesize the polymer in a dry dimethylacetamide solvent system.

[0007]

[0008] Under the protection of inert gas, weigh out an oxazoline monomer containing phenol in the side chain, dissolve it with dry dimethylacetamide, weigh out methyl trifluoromethanesulfonate and add it into a reaction bottle, and heat it at 120° C. to react for 6 hours in a sealed container.

[0009] A small amount of tetrahydrofuran solution was added to dissolve the solution after the reaction, and then a large amount of n-hexane was added, and the precipitate was collected by centrifugation. This step was repeated three times to obtain an oxazoline homopolymer with a protected hydroxyl group on the side chain.

[0010] A 1:1 mixed solution of trifluoroacetic acid and 30% hydrobromic acid in acetic acid was added for deprotection, and the protecting group was removed by heating at 60°C for 8 hours, and most of the trifluoroacetic acid was removed by an air pump.

[0011] A small amount of methanol was added to dissolve, and then a large amount of methyl tert-butyl ether was added, and the precipitate was collected by centrifugation. This step was repeated three times, and after drying, an oxazoline homopolymer containing a hydroxyl functional group on the side chain was obtained.

[0012] Other oxazoline homopolymers containing hydroxyl functional groups on the side chains can be prepared according to the same operation. The synthesis method has important significance for the preparation and application of oxazoline polymers.

Claims

1. A method for synthesizing an oxazoline homopolymer containing a hydroxyl functional group in a side chain. The method for synthesizing the polymer is to use methyl trifluoromethanesulfonate as an initiator and synthesize the oxazoline polymer in a dimethylacetamide solvent system. The method is simple, universal, and easy to obtain the target product.

2. The polymer according to claim 1, which may be a polymer having a fixed number of functional groups.

3. The oxazoline homopolymer with hydroxyl functional group in the side chain synthesized by this method has potential application in antibacterial, antifungal and antitumor aspects.

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